Ligand Butyraldehyde

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Basic Ligand Information

Molecular Structure
Picture of Butyraldehyde (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C4H8O
Butyraldehyde
PMOWTIHVNWZYFI-AATRIKPKSA-N
Synonyms:
1-butanal, 1-butylaldehyde, 3-methylpropanal, Butanal, butanaldehyde, butylaldehyde, n-Butanal, n-butylaldehyde, n-Butyraldehyde

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
butyraldehyde + NAD+ + H2O = butyrate + NADH + H+
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (14 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
1-butanol + NAD+ = butanal + NADH + H+
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1-butyl alcohol + NAD+ = 1-butanal + NADH + H+
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1-butanol + NAD(P)+ = butanal + NAD(P)H + H+
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butanol + 2 cytochrome c = butyraldehyde + 2 reduced cytochrome c
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butan-1-ol + ferricytochrome c = butanal + ferrocytochrome c + H+
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butan-1-ol + a quinone = butanal + a quinol
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butanoyl-CoA + NADH + H+ = butanal + CoA + NAD+
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butanoyl-CoA + NADH + H+ = butanal + CoA + NAD+
show the reaction diagram
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butanoyl-CoA + NADH + H+ = butanal + CoA + NAD+
show the reaction diagram
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1-butanol + acceptor = butanal + reduced acceptor
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (137 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
n-butyraldehyde + NADPH = n-butanol + NADP+
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butyraldehyde + NADPH = butanol + NADP+
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butyraldehyde + NADH + H+ = butan-1-ol + NAD+
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butanal + NADPH = butan-1-ol + NADPH + H+
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butanal + NAD(P)H + H+ = butanol + NAD(P)+
show the reaction diagram
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n-butylaldehyde + NADH + H+ = ?
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N-butyraldehyde + NADH = 1-butanol + NAD+
show the reaction diagram
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butyraldehyde + ferricytochrome c = ?
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butyraldehyde + reduced 2,6-dichlorophenolindophenol = 1-butanol + reduced 2,6-dichlorophenolindophenol
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butanal + acceptor + H2O = butanoic acid + reduced acceptor
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butanal + NADPH + O2 = ?
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butanal + H2O + O2 = butanoate + H2O2
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butyraldehyde + phosphate + NAD+ = butyryl phosphate + NADH
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butyraldehyde + NAD+ + H2O = butyrate + NADH + H+
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butyraldehyde + NAD+ + H2O = butanoate + NADH
show the reaction diagram
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butyraldehyde + NAD(P)+ + H2O = n-butanoate + NAD(P)H + H+
show the reaction diagram
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butyraldehyde + CoA + NAD+ = ?
show the reaction diagram
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n-butyraldehyde + NAD+ + H2O = n-butyrate + NADH
show the reaction diagram
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butyraldehyde + NAD+ = butyrate + NADH
show the reaction diagram
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butyraldehyde + NAD+ + H2O = butyrate + NADH + 2 H+
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n-butyraldehyde + coenzyme A + NADP+ = n-butyryl-CoA + NADPH + H+
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n-butanal + NADP+ + H2O = butanoate + NADPH + 2 H+
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butyraldehyde + NAD+ + H2O = butanoate + NADH + H+
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butyraldehyde + CoA + NAD+ = butyryl-CoA + NAD+ + H+
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butyraldehyde + NAD+ + H2O = butyrate + NADH + 2 H+
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butyraldehyde + H2O + oxidized ferredoxin = butyrate + H+ + reduced ferredoxin
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butyraldehyde + H2O + oxidized methyl viologen = butyrate + H+ + reduced methyl viologen
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butyraldehyde + H2O + benzylviologen = butanoate + reduced benzylviologen
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D-xylulose 5-phosphate + butyraldehyde = glyceraldehyde 3-phosphate + 1,3-dihydroxyhexane-2-one
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taurine + butanal = 2-sulfoacetaldehyde + butyl-1-amine
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phenylpyruvate + n-butyraldehyde = 3-hydroxy-1-phenyl-2-hexanone
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2 butyraldehyde = 5,6,7-trideoxy-D-threo-2-heptulose
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glycine + butyraldehyde = (2R,3S)-2-amino-3-hydroxyhexanoic acid + (2R,3R)-2-amino-3-hydroxyhexanoic acid
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D-ribulose 5-phosphate + butyraldehyde = ?
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cyanide + butyraldehyde = (2R)-2-hydroxypentanenitrile
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pyruvate + butyraldehyde = ?
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pyruvate + butyraldehyde = ?
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1-butylaldehyde + dopamine = 6,7-dihydroxy-1-propyl-1,2,3,4-tetrahydroisoquinoline
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Product in Enzyme-catalyzed Reactions (136 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
n-butanol + NAD+ = butanal + NADH + H+
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butyl alcohol + NAD+ = butanal + NADH + H+
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n-butanol + NAD+ + H2O = n-butanal + NADH
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butanol + NADP+ = butyraldehyde + NADPH
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1-butanol + NAD+ = butanal + NADH
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1-butanol + NAD+ = n-butanal + NADH
show the reaction diagram
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1-butanol + NAD+ = butanal + NADH + H+
show the reaction diagram
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n-butanol + NAD+ = n-butanal + NADH
show the reaction diagram
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1-butanol + NAD+ = butanal + NADH + H+
show the reaction diagram
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1-butanol + NAD+ = butanal + NADH
show the reaction diagram
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butanol + 2 cytochrome c = butyraldehyde + 2 reduced cytochrome c
show the reaction diagram
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butan-1-ol + ferricytochrome c = butanal + ferrocytochrome c + H+
show the reaction diagram
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butanol + N,N,N',N'-tetramethyl-4-phenylenediamine = butyraldehyde + reduced N,N,N',N'-tetramethyl-4-phenylenediamine
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1-butanol + acceptor = butanal + reduced acceptor
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1-butanol + O2 = n-butanal + H2O2
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butan-1-ol + a quinone = butanal + a quinol
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1-butanol + acceptor = n-butanal + reduced acceptor
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2 butyl-1-nitronate + O2 = 2 butanal + 2 nitrite
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butanesulfonic acid + 2-oxoglutarate + O2 = sulfite + butanal + succinate + CO2
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butanesulfonic acid + FMNH2 + O2 = butanal + FMN + sulfite + H2O
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butane + duroquinol + O2 = 2-butanol + butanal + duroquinone + H2O
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butyric acid + ATP + NADPH + H+ = butyraldehyde + AMP + diphosphate + NADP+
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butanoyl-CoA + NADH + H+ = butanal + CoA + NAD+
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butanoyl-CoA + NADH + H+ = butanal + CoA + NAD+
show the reaction diagram
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2-oxovalerate + oxidized 2,6-dichlorophenolindophenol = butanal + CO2 + reduced 2,6-dichlorophenolindophenol
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1-butanol + acceptor = butanal + reduced acceptor
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trans-2-butenal + NAD(P)H = butanal + NAD(P)+
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trans-2-butenal + NAD(P)H = butanal + NAD(P)+
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n-butylamine + H2O + O2 = butyraldehyde + NH3 + H2O2
show the reaction diagram
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butan-1-amine + 2-oxoglutarate = butanal + L-glutamate
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4-hydroxy-2-oxoheptanoate = butyraldehyde + pyruvate
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4-hydroxy-2-oxoheptanoate = pyruvate + butanal
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Activator in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
2 mM
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substrate activation at elevated aldehyde concentrations
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Inhibitor in Enzyme-catalyzed Reactions (12 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
presence of NADPH, Ki: 16.6 mM
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competitive inhibitor with respect to ethylnitronate as substrate
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substrate inhibition
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substrate formaldehyde or n-butanol
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10 mM, 96% inhibition
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substrate inhibition
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noncompetitive inhibitor versus nitroethane due to formation of a dead-end complex between the oxidized enzyme and the product
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (49 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
8.7
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pH 7.0, 37°C
0.3
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0.1 M Tris-HCl pH 7.5, 1 mM NAD+, 25°C
1.35
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0.65
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pH 8.4, 28°C, cosubstrate NADP+
9.5
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pH 8.0 and 25°C, NAD+
132.5
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Kcat(app) with pyruvate as carbonyl donor, pH 8.0 and 25°C

KM Value (108 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
4.2
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pH 7.0, 37°C
0.369
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at pH 7.0 and 30°C
0.1
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pH 7.0, 20°C
0.14
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with 2,6-dichlorophenolindophenol
0.025
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142
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0.17
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0.013
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1.6
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31.7
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app. Km-value, pH 8.0 and 25°C, NAD+
13.4
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Km(app) with pyruvate as carbonyl donor, pH 8.0 and 25°C

Ki Value (8 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
2.1
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wild-type, pH 8.0, 60°C
60
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pH 7.4, 30°C
7.5
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0.95
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pH 8.2

References & Links

Links to other databases for Butyraldehyde

ChEBI
PubChem
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PubChem